NAV

3-Chloro-4-Hydroxyphenylglycine

Identification

Generic Name
3-Chloro-4-Hydroxyphenylglycine
DrugBank Accession Number
DB03898
Background

Not Available

Type
Small Molecule
Groups
Experimental
Structure
3D
Similar Structures
Weight
Average: 201.607
Monoisotopic: 201.019270834
Chemical Formula
C8H8ClNO3
Synonyms
Not Available
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Pharmacology

Indication

Not Available

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Contraindications & Blackbox Warnings
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Pharmacodynamics

Not Available

Mechanism of action
Not Available
Absorption

Not Available

Volume of distribution

Not Available

Protein binding

Not Available

Metabolism
Not Available
Route of elimination

Not Available

Half-life

Not Available

Clearance

Not Available

Adverse Effects
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Toxicity

Not Available

Pathways
Not Available
Pharmacogenomic Effects/ADRs
Not Available

Interactions

Drug Interactions
This information should not be interpreted without the help of a healthcare provider. If you believe you are experiencing an interaction, contact a healthcare provider immediately. The absence of an interaction does not necessarily mean no interactions exist.
Not Available
Food Interactions
Not Available

Categories

Drug Categories
Not Available
Chemical TaxonomyProvided by Classyfire
Description
This compound belongs to the class of organic compounds known as l-alpha-amino acids. These are alpha amino acids which have the L-configuration of the alpha-carbon atom.
Kingdom
Organic compounds
Super Class
Organic acids and derivatives
Class
Carboxylic acids and derivatives
Sub Class
Amino acids, peptides, and analogues
Direct Parent
L-alpha-amino acids
Alternative Parents
O-chlorophenols / Chlorobenzenes / Aralkylamines / 1-hydroxy-2-unsubstituted benzenoids / Aryl chlorides / Amino acids / Monocarboxylic acids and derivatives / Carboxylic acids / Organopnictogen compounds / Organochlorides
show 4 more
Substituents
1-hydroxy-2-unsubstituted benzenoid / 2-chlorophenol / 2-halophenol / Amine / Amino acid / Aralkylamine / Aromatic homomonocyclic compound / Aryl chloride / Aryl halide / Benzenoid
show 19 more
Molecular Framework
Aromatic homomonocyclic compounds
External Descriptors
Not Available
Affected organisms
Not Available

Chemical Identifiers

UNII
Not Available
CAS number
Not Available
InChI Key
FLZDFFKRJPLFGS-ZETCQYMHSA-N
InChI
InChI=1S/C8H8ClNO3/c9-5-3-4(1-2-6(5)11)7(10)8(12)13/h1-3,7,11H,10H2,(H,12,13)/t7-/m0/s1
IUPAC Name
(2S)-2-amino-2-(3-chloro-4-hydroxyphenyl)acetic acid
SMILES
N[C@H](C(O)=O)C1=CC(Cl)=C(O)C=C1

References

General References
Not Available
PubChem Compound
11401421
PubChem Substance
46507161
ChemSpider
9576317
ZINC
ZINC000008377546
PDBe Ligand
CHP
PDB Entries
1dsr

Clinical Trials

Clinical Trials
PhaseStatusPurposeConditionsCount

Pharmacoeconomics

Manufacturers
Not Available
Packagers
Not Available
Dosage Forms
Not Available
Prices
Not Available
Patents
Not Available

Properties

State
Solid
Experimental Properties
Not Available
Predicted Properties
PropertyValueSource
Water Solubility2.01 mg/mLALOGPS
logP-1.8ALOGPS
logP-1.2Chemaxon
logS-2ALOGPS
pKa (Strongest Acidic)1.28Chemaxon
pKa (Strongest Basic)8.67Chemaxon
Physiological Charge0Chemaxon
Hydrogen Acceptor Count4Chemaxon
Hydrogen Donor Count3Chemaxon
Polar Surface Area83.55 Å2Chemaxon
Rotatable Bond Count2Chemaxon
Refractivity47.15 m3·mol-1Chemaxon
Polarizability18.36 Å3Chemaxon
Number of Rings1Chemaxon
Bioavailability1Chemaxon
Rule of FiveYesChemaxon
Ghose FilterNoChemaxon
Veber's RuleNoChemaxon
MDDR-like RuleNoChemaxon
Predicted ADMET Features
PropertyValueProbability
Human Intestinal Absorption+0.9768
Blood Brain Barrier-0.7251
Caco-2 permeable+0.554
P-glycoprotein substrateNon-substrate0.7661
P-glycoprotein inhibitor INon-inhibitor0.9913
P-glycoprotein inhibitor IINon-inhibitor1.0
Renal organic cation transporterNon-inhibitor0.9321
CYP450 2C9 substrateNon-substrate0.8353
CYP450 2D6 substrateNon-substrate0.8703
CYP450 3A4 substrateNon-substrate0.7266
CYP450 1A2 substrateInhibitor0.6703
CYP450 2C9 inhibitorNon-inhibitor0.9255
CYP450 2D6 inhibitorNon-inhibitor0.9433
CYP450 2C19 inhibitorNon-inhibitor0.9025
CYP450 3A4 inhibitorNon-inhibitor0.8293
CYP450 inhibitory promiscuityLow CYP Inhibitory Promiscuity0.945
Ames testNon AMES toxic0.8584
CarcinogenicityNon-carcinogens0.858
BiodegradationNot ready biodegradable0.8837
Rat acute toxicity2.0752 LD50, mol/kg Not applicable
hERG inhibition (predictor I)Weak inhibitor0.9705
hERG inhibition (predictor II)Non-inhibitor0.9555
ADMET data is predicted using admetSAR, a free tool for evaluating chemical ADMET properties. (23092397)

Spectra

Mass Spec (NIST)
Not Available
Spectra
SpectrumSpectrum TypeSplash Key
Predicted GC-MS Spectrum - GC-MSPredicted GC-MSsplash10-0a4i-3900000000-fd50b49158190716aea8
Predicted MS/MS Spectrum - 10V, Positive (Annotated)Predicted LC-MS/MSsplash10-0zfr-0960000000-8deeb1d62c590e2ba7d4
Predicted MS/MS Spectrum - 10V, Negative (Annotated)Predicted LC-MS/MSsplash10-0udi-0690000000-689cf1e8683258027c2f
Predicted MS/MS Spectrum - 20V, Positive (Annotated)Predicted LC-MS/MSsplash10-00di-0900000000-19b365252fcbad488220
Predicted MS/MS Spectrum - 20V, Negative (Annotated)Predicted LC-MS/MSsplash10-0kn9-3900000000-22bbb8fe33dfb1521520
Predicted MS/MS Spectrum - 40V, Positive (Annotated)Predicted LC-MS/MSsplash10-00di-0900000000-43a271f35e7f070724ce
Predicted MS/MS Spectrum - 40V, Negative (Annotated)Predicted LC-MS/MSsplash10-001i-9200000000-eb54e4022c561fe16792
Predicted 1H NMR Spectrum1D NMRNot Applicable
Predicted 13C NMR Spectrum1D NMRNot Applicable
Chromatographic Properties
Collision Cross Sections (CCS)
AdductCCS Value (Å2)Source typeSource
[M-H]-140.2058747
predicted
DarkChem Lite v0.1.0
[M-H]-141.51353
predicted
DeepCCS 1.0 (2019)
[M+H]+141.1552747
predicted
DarkChem Lite v0.1.0
[M+H]+143.90913
predicted
DeepCCS 1.0 (2019)
[M+Na]+140.2282747
predicted
DarkChem Lite v0.1.0
[M+Na]+149.8314
predicted
DeepCCS 1.0 (2019)

Drug created at June 13, 2005 13:24 / Updated at June 12, 2020 16:52